Chinese Journal of Magnetic Resonance

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PHOTO-CIDNP INVESTIGATION OF HYDROGEN TRANSFER REACTIONS OF 1-ACETYLINDOLE-2, 3-DIDONE

WANG Xin-yan1,  WANG Ting1,  YAN Bao-zhen1*,  ZHANG Yan   

  1. 1.School of Art and Science,  Beijing University of Chemical Technology, Beiji ng 100029, China;
    2.Chemistry Department, Nanjing University,  Nanjing  200093, China
  • Received:2001-11-26 Revised:2002-01-21 Published:2002-06-05 Online:2002-06-05
  • About author:*Correspondence author
  • Supported by:

    国家自然科学基金资助项目(29975002).

Abstract:

The photoreactions of 1-acetylindole-2,  3-didone (AID) with several hydrogen  don ors in benzene-d6 and acetonitrile-d3 at room temperature were investigate d by m easurement of the chemically induced dynamic nuclear polarization (CIDNP). The polarization pattern of AID indicates an intermediate with spin density distribut ion of a σ π radical, in this case, aneutral radical AIDH· was formed.; A hydrogen attraction interaction between 3AID+* and the donors result ed in the  formation of stable neutral radical pairs,  which have triplet multiplicity and can diffuse apart to make the pair loose enough for the nuclear polarization to b e developed. The radical pairs could undergo back hydrogen transfer or separate  and diffuse and meet again to lead to the observed products.

Key words: 1-acetylindole-2, 3-didone, CIDNP effect, hydrogen abstraction, neutr al radical pairs

CLC Number: